Process of producing terpene peroxid.



A. s. RAMAGB. vPROCESS 0F PRODUGING TERPBNE PERO-XID'. .APPLICATION FILED FEB. 7, 1903.

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Patented May 26, 1914. I

To all whom t may concern:

MTED f STATES Ar n union?.

ALEXANDER S. IRIAIMAGrIl.,4 0F CLEVELAND, f OHIO, ASSIGi-.NOIRl T0 EUGENE A. BYRNES ANDCLINTON PAUL T OWNSEND, CONSTITUTING- THE FIRM OF BYRNES & TOWN- SEND, 0F WASHINGTON, DISTRICT 0F COLUMBIA.

Beit known thatl I, ALEXANDER S. RAM- A'cn, a citizen of the United States, residing atl Cleveland, in-the county of Cuyahoga and State of Ohio, have invented `certain new and useful Improvements in Processes of Producing Terpene Peroxid, of which the e contammg a llarge percentage of cineol is 55 following is a specification. I have discovered that Whenv cineol or eucalyptol, is heated and brought into Acontact with an oxidizing agent of sulicientv chemical activity, especially ozone or ozonlized air, in the absence of water, the coml pound is oxidized and fumes of terpene peroxid are evolved, which may be -collected m liquid form. The oxidizing agent may be brought into contact with the terpene body in different Ways.

Ving, in. which the -figure is an elevation,

One form of apparatus for eifecting this result is shown in the accompanying drawl partly insection.

The apparatus shown comprises means for supplying ,oxygen or air to the ozonizer,

here shown as a tank of compressed oxygenor air 1, having an outlet-pipe?, with control-valve 3, leading to the ozomzer 4.' The l ozonizer ,(shown in section) ma vbe of any f ing it in an oilath 8.- As the ozone or` usual construction, such as. t atv of my United' States Patent No. 614,500. outlet-.pipe 5 leads from the ozonizer into and nearly tothe bottom of a vessel '6, within which is placed a body 7l of the terpene bodfy to be oxidized." 'Ilhe vessel 6 is heated, pre erably to a temperature of about 60 degrees centigrade, durin the operation, as by placozonized air bubbles up through the fliquid it carries .with it dense `white fumes'of the terpene peroxid, which arel then discharged from the vessel through outlet 9.'

The fumes of ythe te ene' eroxid may or e condensed to 0 degrees centigrade. After ozonized air has been passed through the liquid for some' time, the fumes of peroxid'wil'l cease to rise Sp eccation of Letters Patent.

Application led February 7, 1903. Serial No. 142,23*y

Patented May 26, 1914:.

and a residue will be left in thevessel, com' st1tut1ng about fifty per cent. of the liquid introduced. This residue isa resinous mass,

which may be utilized for the manufacture of varnish or converted into an antiseptic chewlng-gum.

While any essential oil or terpene body suitable for use in carrying out the process, I'. have found it preferable to employ pure cineol. This cineol is preferably prepared from the oil of that species of Eucalyptus knovvnas Globulus, by first forming a phosphoric acid compound, which is crystalline, drainin the crystals'from the liquid, decomposm t em with Water, and thoroughly was ing the product.

The eifect of the heat and ozone upon 35 the cineol is to convert it into a higherfoxid,

consisting, approximately, of carbon, 70.2 l

parts; hydrogen 10.4 parts" and oxygen parts. The proper chemical formulaA properly termed camphoric peroxid, being a higherl oxid'of the camphor group. The product is miscible with absolute alcof hol and hydrocarbons; but when brought into contact with water'it gradually decomposes75 into a terpene and hydrogen peroxid. i The prodpct boils at about 160 degrees centigrade and itsmeltm `point is`below ,-30 degrees c centgrade. T e index 'of refraction is +14 i degrees 15 lininutes,V This terpene peroxid 80 has remarkable antiseptic propertles and is especially valuable for the treatment of diseases produced by micro-organisms. 'Diseased animal tissues and surfaces maybe exposed to its actionffo'ran indefinite length 85 of time without vits1.occasio'ningirritationc or harmful e'iects`,and it may be freely inhaled in advanced cases of tuberculosis. When the peroxid comes into contact, with the diseased tissues, the moisture of the tissues causes the compound to split up,

liberating hydrogen peroxid, which again` splits up into nascent oxygen and Water. The nascent oxygen destroys the microorganisms in the tissues and at the same time the tissues are coated with theresidual terilo tivity partially to oxidize said compound,

pene. After the tissues become thus covered with the terpene, pure ozone may be directly applied .t'o them Without causing the irritation which customarily Jfollows its use. The terpene peroxid may also be employed by spraying it into a room, thus charging the air with it. A patient may thenl remain in the room and breathe the atmosphere continuously Without inconvenience. The peroxid may be used for various purposes requiring an active oxidizing agent, such as the oxidation of animal and vegetable nondrying oils, to produce drying oils 'there- Jfrom.

In ca'rryin out the process, the oxidizing agent may Ee passed through .or merely brought in contact with the-terpene body, the essential conditions being thatrthe liquid shall be heated to a temperature above 38 degrees centigrade, andpreferably to 60 degrecs centigrade, that the oxidizing agent shall be of suiiicient chemical activity to cause fumes of the peroxid to be evolved; and that Water be absent, to prevent immediate decomposition .of the nascent fumes. The new product ofthis process is claimed in my United States Patent,`. No. 710,893, granted Oct. 7, 1902.

I claim: l f-f 'n 1. The process of producing terpene peroxid, which consists in reacting upon a terpene compound oxidizable to peroxid, with an oxidizing agent of suhcient-chemical acthe reaction being carried out in absence of Water, at a temperature above 38? centigrade, and under conditions to -drive off the terpene peroxid inthe form of fumes.

2. The process of producing terpene peroxid, which consists 1n reacting upon a terpene hydrocarbon oxidizable to peroxid,

With a gaseous oxidizing agent of'suiiicient chemicalA activity partially to oxidize said compound, the reaction being carried out in absence of Water, at a temperature above 38 centigrade,l and undery conditions to in the form of fumes.

drive off the terpene peroxid in the form of fumes.

3. The process of producing :terpene peroxid, which consists in reacting upon a terpenecompound oxidizableto peroxid with ozone or ozonized air,I thereaction beingv carried out in absence of water, at a temperature above 38 'centigrade, and. under conditions to drive oi the 4. The process ofproducing terpene per.n oxid, which consists in passing through'I a terpene compound oxidizable to peroxid anV oxidizing agent ofsuiiic' nt chemical activ- `ity partially to oxidize id compound, the

terpene peroxid y l f :containing cineol to agtemperature above 38 degrees centigrade, bringing into AContact reaction being carried out in absence of Water, at a temperature above 38 centigrade, and under conditions to drive oft the terpene peroxid in the form of fumes.

5. The process of producing terpene peroxid, Which consists in passing ozone orv ozonized air through a terpene compound .oxidizable to peroxid, the reaction being carried out in absencel of Water, at a temperature above 38 cent-igrade, and under conditions to drive 0H the terpene peroxid in the form of fumes.

6. The processV of producing terpene per'- oxid, which consists in heating a terpene compound oxidizable to peroxid to a temperature' above 38 degrees centigrade, bringi ing into contact With said heated compound in the absence of Water, a gaseous agent o suiiicientchemical activity to oxidize the hydrocarbon7 thereby causing fumes of the peroxid to be evolved and collecting the terpene peroxid in liquid formpas set forth.

7 The process of producing terpene peroxid, which consists 1n heating a. terpene compound oxidizable to peroxidto a temperature above 38 degrees centigrade, bringing into contact with said heated compound, in the absence of Water, ozone or ozonized air, thereby causing fumes of the peroxid'to be evolved, and collectin the terpene peroxid in liquid form, as set orth.

8. The process of producing terpene peroxid, Which consists in-heatinga material containing cineol to a temperature above 38 degrees centigrade, and bringingvinto contact with the heated cineol, in the absence of Water, an oxidizing agent of suiiicient chemical activity to oxidize the cineol and cause fumes of the peroxid to forth.

be, evolved, as set 9. The process of producing terpene peroxid, Whichconsists in heating a material containing cineol to a temperature above 38 Ydegrees `centigrade, and vbringing into con- Atact with the heated cineol,

in the absence of Water,` ozone or ozonizeil air, thereby causing fumes of the peroxid to be evolved, as set vorth'.

10. The process of producing terpene peroxid, which consists in heating ay material containing cineol to a temperature above 38 degrees centigrade, and passin through the heated cineol, in the absence o Water, ozone `or ozonized-auf,A thereby Hcausing fumes of the peroxid to be evolved as set forth.

11. The processof producing terpene peroxid, which consists in heating a material with the heated cineol, in the absence ot water,- an oxidizing agent of sutiicient chemical activity to oxidize the cineol and cause I fumes of the peroxid to be evolved, and col- Y i l 1.

- setforth Y t 1 iv 12. rlIhe process of producing terpene per- In testimony whereof 1' ex my signature' forth oxd, which consists in heating a, material in iresence of two Witnesses.

-88 degrees-'centigrade passing through the containing cineol xto, a,- temperam1re, above heatedoneol, in thea. sence of watelgozone Witnesses:

or ozonized air, thereby causng'fumes of x FRED V. LAWRENCE;

the peroxid 'tobe evo1ved, and\`co1leeting A. E.v GILBERT.

ALEXANDER' semenf 

